Near-Infrared Fluorescent Probe with a Large Stokes Shift for Detection of Hydrogen Sulfide in Food Spoilage, Living Cells, and Zebrafish

Abstract

Hydrogen sulfide (H₂S) is a significant component of various physiological processes, and it can also cause a negative effect on foodstuffs. In this work, we designed and synthesized an NIR fluorescent turn-on responding probe (DDM-H₂S) with a large Stokes shift (190 nm) for the detection of H₂S. DDM-H₂S exhibited high selectivity and sensitivity, obvious color changes, and a fast response time for tracing H₂S. When DDM-H₂S reacted with H₂S, the PET process was eliminated, and the recovered ICT process and NIR fluorescence were observed. Moreover, DDM-H₂S could image endogenous and exogenous H₂S in living HeLa cells and zebrafish. What is more, the probe DDM-H₂S could be deposited easily to test paper strips, which were able to detect the H₂S gas produced during food spoilage (such as eggs, raw meat, and fishes) by the color of test paper strips changing from pink to purple. Therefore, this work provides a promising approach for monitoring H₂S in complicated biological systems and practical food samples.

Keywords: NIR fluorescent probe; bioimaging; food spoilage; hydrogen sulfide; large Stokes shift.